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Pickering holiday lettings

We found 385 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 30 homes, 17 apartments and other holiday rentals in Pickering that are perfect for your trip. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as a fireplace and garden. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Travel to friendly Pickering

The lake and surrounding scenery provide a peaceful ambience to your holiday home in Pickering. Well known for its zoo, hockey games and coffee shops, this welcoming city won't disappoint. Toronto Zoo and Scarborough Town Centre are just a couple of the must-see attractions in the area. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Pickering

Do you want to find attractions to visit while you're in the area? Venture out of your holiday home and experience everything that makes Pickering a fun place to get away to. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Toronto Zoo (5.1 mi / 8.1 km)
  • Deer Creek North Golf Course (7 mi / 11.3 km)
  • Angus Glen Golf Club (12.5 mi / 20 km)
  • Scarboro Golf and Country Club (8.6 mi / 13.8 km)
  • Royal Ashburn Golf Club (11.7 mi / 18.8 km)
  • Neb's Funworld (13.2 mi / 21.2 km)

Exploring the natural features in Pickering

Whether you're an adventurous traveller or just want to take in the scenery, Pickering is a great place to get out in nature. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Rouge National Urban Park (3.9 mi / 6.2 km)
  • Guild Inn Gardens (8.2 mi / 13.3 km)
  • Scarborough Crescent Park (12.1 mi / 19.5 km)
  • Lakeview Park Beach (13.2 mi / 21.2 km)
  • Toronto Botanical Garden (15.3 mi / 24.6 km)
  • Woodbine Beach (16.5 mi / 26.6 km)

Transport options to and around Pickering

The nearest airport is in Toronto, ON (YTZ-Billy Bishop Toronto City), located 21 mi (33.8 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Toronto, ON (YYZ-Pearson Intl.), which is 28.3 mi (45.6 km) away.

Catch a ride on the metro at Pickering Station for ease of access to the rest of the city.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Pickering?

The most desirable types of holiday rentals in Pickering are houses. Prefer something different? Vrbo has numerous options to match the unique needs of our guests, so you'll see holiday properties in all shapes and sizes. The perfect fit is waiting for you — get hold of yours today.

How much does it cost to rent a holiday rental in Pickering?

Different factors determine how much you'll pay for a holiday rental in Pickering, including the time of year, length of stay and property type. However, all our holiday homes have one thing in common — incredible value. Simply add your travel dates to find your ideal match.

How much does it cost to rent a beach house in Pickering?

Prices for beach houses in Pickering vary depending on the type and size of the property and time of year you're travelling. Just enter your travel dates into Vrbo and the number of guests to see available options and prices. From there you can use the filters to narrow your search by ratings, amenities, nearby activities and more.

Are there pet-friendly holiday rentals in Pickering?

There are, yes. Take your pick of 14 holiday homes that welcome pets in Pickering on Vrbo. Our cuddly best friends need a getaway too, so simply use our search function for pet-friendly holiday rentals to find a property where Fido can share in the good times.

Can I rent a house with a pool in Pickering?

Check the "pool" box in our filter tool and choose from two houses with private pools in Pickering on Vrbo. Ball games, gentle soak or noodle joust? Free time is up to you when your Vrbo holiday property comes with its own pool.

What are popular rental amenities in Pickering?

The most popular rental amenities people are searching for in Pickering are a firepit, a nearby waterfront and a swimming pool. Whether you're taking a trip with family, friends or even pets, Vrbo holiday properties have the best amenities for making epic memories with the people that matter most.

Are there holiday rentals in Pickering that welcome kids?

With 14 family-friendly holiday rentals available in Pickering, now is a fantastic time to introduce the kids to the thrills of travel. Simply click on our "Properties good for families" filter to search for stays packed with amenities perfect for holidaying families, like kitchens, pools, entertainment units and bunk beds.

What are the top attractions for families in Pickering?

Keep the kids busy at these top family-friendly attractions in Pickering:

  • Whitby History Museum & Childrens Centre
  • Lynde Shores Conservation Area
  • Deer Creek North Golf Course

Are there one-bedroom holiday rentals in Pickering?

Yes, there are four one-bedroom properties in Pickering to pick from. A one-bedroom holiday home is a wonderful option if it's just two of you or if you're travelling alone. Add in more privacy, space and convenience than a regular hotel, and you're sure to have an unforgettable trip.

Can I find two-bedroom holiday rentals in Pickering?

Take your pick of four two-bedroom holiday properties in Pickering. Put your little ones in the second room or maybe fill it with a couple of your nearest and dearest friends. There's ample space for whoever's lucky enough to be coming along.

Are there holiday rentals with WiFi in Pickering?

You can choose from 11 holiday rentals with WiFi in Pickering. If you want to disconnect from the world on your break, but still want to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Vrbo.

How can I find holiday rentals with air conditioning in Pickering?

You can choose from 13 holiday rentals with air conditioning in Pickering giving you that cool, cool breeze and extra bit of comfort. Enter your preferred travel dates and then use our filters to locate stays with air conditioning.

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